Top Massachusetts Day Trips & Excursions

Q: Which Massachusetts Day Trips & Excursions have Instant Confirmation?

Massachusetts Day Trips & Excursions with Instant Confirmation include: Boston: Underground Railroad History Tour of Beacon Hill Day Trip from Boston To Salem Witch Exhibits Best Boston Small Group Tour: I Know the Secrets Others Don't! Private City Tour of Boston and Cambridge Highlights of Boston Private Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Day Trips & Excursions have Hotel Pickup?

No problem. These Massachusetts Day Trips & Excursions include Hotel Pickup: Day Trip from Boston To Salem Witch Exhibits Best Boston Small Group Tour: I Know the Secrets Others Don't! Private City Tour of Boston and Cambridge Highlights of Boston Private Tour Private Day Trip to Lexington and Concord from Boston View all Tours with Hotel Pickup →

Q: Got any more Massachusetts trip ideas?

We sure do. Check out our curated lists of hand-picked Massachusetts Tours. Top 10 Massachusetts 2026 Senior-friendly tours Massachusetts The best tours and activities for culture lovers in Massachusetts Top Day Trips from Massachusetts Things to do in Massachusetts this summer View all Massachusetts Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Massachusetts?

Based on our sales data over the past year, the most popular styles of tours and activities in Massachusetts are: Massachusetts Luxury & Special Occasions Massachusetts Luxury Tours Massachusetts Tours & Sightseeing Massachusetts Cultural & Theme Tours Massachusetts Historical & Heritage Tours View all tour styles in Massachusetts →

Plymouth & South Shore Private Tour from Boston

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history …More

Boston, USA

5.0 (6)

Plymouth & South Shore Private Tour from Boston

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$995

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the …More

Boston, USA

5.0 (6)

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the...

8 hours Free Cancellation

5.0 (6)

from
$279

Boston Private Day Trip with Salem & Cape Ann’s North Shore

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, …More

Boston, USA

4.8 (4)

Boston Private Day Trip with Salem & Cape Ann’s North Shore

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea,...

6 hours Hotel pickup offered

4.8 (4)

from
$205

Private Newport Mansions Day Trip from Boston

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing …More

Boston, USA

5.0 (4)

Private Newport Mansions Day Trip from Boston

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,012

From Boston Day Trip to Plimoth Patuxet Museums and Mayflower II

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned …More

Plymouth, USA

5.0 (3)

From Boston Day Trip to Plimoth Patuxet Museums and Mayflower II

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned...

8 hours Free Cancellation

5.0 (3)

from
$98

Cambridge, Lexington, & Concord: Private Revolutionary War Tour

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution. …More

Boston, USA

5.0 (2)

Cambridge, Lexington, & Concord: Private Revolutionary War Tour

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution....

6 hours Hotel pickup offered

5.0 (2)

from
$160

Boston to Salem by Train: Historic 400th Anniversary Walking Tour

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you …More

Boston, USA

5.0 (1)

Boston to Salem by Train: Historic 400th Anniversary Walking Tour

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you...

3 hours Free Cancellation

5.0 (1)

from
$135

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail, …More

Boston, USA

5.0 (1)

Boston Harvard Half Day Tour

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail,...

4 hours Free Cancellation

5.0 (1)

from
$425

Private Full Day Tour to Coastal Maine from Boston with Hotel pick-up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of Maine. Get ready to …More

Boston, USA

5.0 (1)

Private Full Day Tour to Coastal Maine from Boston with Hotel pick-up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of Maine. Get ready to...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$364

Full-Day Private Tour of Boston with Pick Up

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous …More

Boston, USA

5.0 (1)

Full-Day Private Tour of Boston with Pick Up

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$329

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or …More

Boston, USA

5.0 (1)

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or...

3 to 5 hours Hotel pickup offered

5.0 (1)

from
$2,000

Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This …More

Martha's Vineyard, USA

5.0 (1)

Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This...

8 hours Free Cancellation

5.0 (1)

from
$5

Boston to Martha's Vineyard Day Trip with Optional Island Tour

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our …More

Boston, USA

4.5 (3,280)

Boston to Martha's Vineyard Day Trip with Optional Island Tour

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our...

12 hours Hotel pickup offered Free Cancellation

4.5 (3,280)

from
$129

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic …More

Boston, USA

4.6 (53)

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

12 hours Free Cancellation

4.6 (53)

from
$100

Travel from Boston to New York for a concentrated sightseeing day in Manhattan. The mandatory New York City Fortune Tour covers major financial, commercial, and …More

Boston, USA

4.5 (32)

New York City Day Tour from Boston

Travel from Boston to New York for a concentrated sightseeing day in Manhattan. The mandatory New York City Fortune Tour covers major financial, commercial, and...

15 hours 30 minutes Free Cancellation

4.5 (32)

from
$184

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal …More

Boston, USA

4.7 (25)

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal...

9 to 11 hours Hotel pickup offered Free Cancellation

4.7 (25)

from
$110

Boston Universities and Harbor Cruise Day Tour

Discover Boston's academic and waterfront highlights in a small group. Walk through Harvard University and MIT, then enjoy time at historic Quincy Market. Summer departures …More

Boston, USA

4.6 (14)

Boston Universities and Harbor Cruise Day Tour

Discover Boston's academic and waterfront highlights in a small group. Walk through Harvard University and MIT, then enjoy time at historic Quincy Market. Summer departures...

6 to 7 hours Free Cancellation

4.6 (14)

from
$159

Boston Walk Through History Private & All-Inclusive Tour

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a …More

Boston, USA

4.6 (11)

Boston Walk Through History Private & All-Inclusive Tour

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a...

3 to 6 hours Free Cancellation

4.6 (11)

from
$339

Private Day Trip From Boston to the Newport Mansions

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip …More

Boston, USA

4.6 (7)

Private Day Trip From Boston to the Newport Mansions

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip...

10 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$1,275

Boston App-Guided Audio Tour Bundle: Freedom Trail and More

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), the Harborwalk, Salem …More

Gloucester, USA

4.3 (6)

Boston App-Guided Audio Tour Bundle: Freedom Trail and More

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), the Harborwalk, Salem...

6 to 8 hours Free Cancellation

4.3 (6)

from
$25

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Massachusetts Day Trips & Excursions?

What are the best kid-friendly options for Massachusetts Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Day Trips & Excursions are:

View all kid-friendly Tours →

Which Massachusetts Day Trips & Excursions have Instant Confirmation?

Which Massachusetts Day Trips & Excursions have Free Cancellation?

Massachusetts Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Massachusetts Day Trips & Excursions have Hotel Pickup?

Got any more Massachusetts trip ideas?

What are the most popular styles of Tours and Activities in Massachusetts?